KirAsh4

You can also connect both, and launch arduino.exe twice. Set one instance to one COM port and the other to the second COM port. Now you can program/upload to both boards without needing to change COM ports constantly.

With multiple monitors, I do this all the time. A recent project had me write software that made several AVR communicate with each other via I2C. So I had one connected with its serial monitor open so I can see what was happening in the code, and another connected on a different port. I can write/upload code to this second one and watch the communications on the first one.